Rajeev Ramachandran

Trailblazer
DISC Type : ID

Senior Director of Technology - Global Operations and Corporate at SSENSE

Toronto, Ontario, Canada

Overview

Rajeev is an engineering executive with over 18 years of experience scaling technology organizations in retail, telecom, and banking. At SSENSE, he leads global operations technology, focusing on building high-performance platforms for commerce, cloud ecosystems, and enterprise integrations. He holds a Masters from Mahatma Gandhi University and IBM WebSphere certifications.

Outside of his executive duties, Rajeev has described improving continuous integration and deployment (CI/CD) processes as a personal hobby, demonstrating a deep, hands-on passion for DevOps. Colleagues have referred to him as a fun-loving professional, a go-getter, and a strong mentor to his teams.

Unique fact: He is a self-proclaimed enthusiast of Cloud, Microservices, and Digital Transformation, actively writing about these topics.

Personality Overview

Informal

Charismatic

Achievement-Oriented

They are charming and can persuade others to support their decisions.  If they come to believe in your value proposition, they will be your champion. They are more likely to accept new and exciting technologies.

Topics They Care About

Scaling Tech Platforms
His career focuses on scaling platforms for growth, including headless commerce, cloud ecosystems, and global operations at companies like SSENSE.
DevOps & CI/CD
He has described improving continuous integration and deployment processes as a personal hobby and writes technical articles about tools like Jenkins.
E-commerce Architecture
He has extensive experience leading the re-platforming of e-commerce systems from legacy to modern microservices-based architectures.

Media Appearances

Rajeev has no verified media appearances

Work History

10-2025
Senior Director of Technology - Global Operations and Corporate at SSENSE
6-2025 - 10-2025
Senior Director, Software Engineering - Global Fulfillment, Logistics and Supply Chain at SSENSE
4-2022 - 6-2025
Director, Software Engineering - Operations at SSENSE
8-2016 - 4-2022
Engineering Lead, DBT, Retail at Publicis Sapient
5-2014 - 7-2016
Manager Technology at SapientRazorfish

Education

2004 - 2006
Masters from Mahatma Gandhi University

More Information

Social Presence :

Prographics :

Exp : 15 Location : Toronto, Ontario, Canada Job Level : Senior Designation : Senior Director of Technology - Global Operations and Corporate at SSENSE
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Insights For Selling To Rajeev

During A Call Or A Meeting

DO's

  • Showcase existing customers and use case-studies to grab their attention
  • Build a trustworthy relationship while keeping the product center-stage
  • Talk about yourself and some of your achievements at the start of the conversation

DONT's

  • Avoid unnecessary negativity or slowness
  • Don’t force involvement of other stakeholders unless it is critical
  • Don’t hesitate from asking questions or pushing them, but take a friendly approach

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Rajeev is

  • Relationship and product conviction matter equally, followed by a sense of achievement.
  • Will you ever get a clear answer from Rajeev

  • If they are not convinced, they will say no though in a friendly way.

Insights For Deal Planning

    How fast (or slow) will Rajeev move?

  • If you earn their trust and they develop faith in the product, they can make decisions quickly.
  • Can Rajeev take some risk or not?

  • If necessary, they will be ready to take risks.

You And Rajeev

Personality Compatibility


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